Winchester Land for Sale

Welcome to Winchester, Oregon – a hidden gem nestled in the heart of Douglas County! Known for its stunning natural beauty and friendly community, Winchester offers a unique blend of rural charm and modern convenience. With the majestic Umpqua River flowing nearby and the breathtaking views of the surrounding mountains, it’s no wonder that this area is a favorite among outdoor enthusiasts and those seeking a peaceful lifestyle.

Winchester is a vibrant city that boasts a rich history and a warm, welcoming atmosphere. The community is known for its strong sense of camaraderie, making it an ideal place for families, retirees, and everyone in between. Enjoy the local parks, where you can picnic under the shade of towering trees, or take a leisurely stroll along the riverfront trails. The area is also home to a variety of local shops, restaurants, and services, ensuring you have everything you need right at your fingertips.

If you’re considering a move to this charming city, now is the perfect time to explore the land for sale in Winchester. With a variety of parcels available, you can find the ideal spot to build your dream home or invest in a piece of this picturesque landscape. Imagine waking up to the sounds of nature and the beauty of the Oregon countryside right outside your door.

Don’t miss the opportunity to be part of this enchanting community. Discover the possibilities that await you in Winchester, Oregon, where your dream lifestyle is just waiting to be realized!

Newest Winchester Land for Sale

$34,500

733023484 MLS

Build your DREAM HOME on this gorgeous property in Winchester. ***Owner willing to carry contract*** Located in the desirable Page Road neighborhood, this vacant lot provides a peaceful and secluded retreat at the end of a quiet road. Enjoy stunning views of the mountains, North Umpqua River, Umpqua Community College, and vineyards, offering a picturesque backdrop from your future home. With a large 1/3 acre lot, this property presents endless possibilities to design and build your dream home tailored to your preferences and lifestyle. Embrace the Oregon dream with this serene property, offering a blend of natural beauty, tranquility, and proximity to urban conveniences. Close to medical facilities, shopping centers, and schools, ensuring easy access to essential amenities and services. Also enjoy proximity to recreational activities such as hiking, boating, fishing, and camping, providing opportunities for outdoor adventures right at your doorstep. Recent boundary survey on file.

214 GRAY SQUIRREL CT, Winchester

$165,000

24035561 MLS

Opportunity awaits in Winchester! Build your private dream home on this fantastic 1.26-acre lot, perfectly situated in the heart of Winchester. Zoned RS, this property offers a versatile canvas with gently sloping terrain (no steep grades), currently featuring open grass, blackberries, and scattered trees. Adding to its charm and history, the property includes the Original Amacher Barn, built in 1935. This wood-build barn with a metal roof half, wood floor and concrete slab was originally used by the Amacher family for caring for sheep. Today, it offers exciting possibilities—buyers must perform due diligence on potential options such as converting the barn into a barndominium, adding an ADU, or incorporating it alongside a brand-new dream home. With its generous size, the land also offers plenty of room for a garden, hobby farm, or space for animals, making it an ideal spot for those seeking a balance of history, lifestyle, and future potential. Conveniently located off Hurricane Lane. Must park by Oak Tree. DO NOT park at the barn entrance or in front of any gates. DO NOT enter the barn without being accompanied by a licensed real estate agent. Buyer to perform due diligence on all aspects of the property.

PIONEER WAY, Winchester

$99,900

24369491 MLS

This excavated lot offers incredible views of mountains, vineyards and stunning valleys. Don't miss your opportunity to build your dream home on this developed house pad in a highly desirable neighborhood in Winchester. Seller is a licensed home builder/ contractor and would be willing to provide services. Utilities are at the street.

233 WINCHESTER CREEK AVE, Winchester

$55,000

23486249 MLS

Come build your dream home on this 0.47 acre lot located in an area of newer homes! This area offers close proximity to Winchester recreation, parks, river, fishing, and the college.

647 NORTH VIEW DR, Winchester

$60,000

23349905 MLS

Come build your dream home on this 0.37 acre lot located in an area of newer homes! This area offers close proximity to Winchester recreation, parks, river, fishing, and the college.

817 NORTH VIEW DR, Winchester

$56,000

23297131 MLS

Come build your dream home on this 0.59 acre lot located in an area of newer homes! This area offers close proximity to Winchester recreation, parks, river, fishing, and the college.

675 NORTH VIEW DR, Winchester

$56,000

23291436 MLS

Come build your dream home on this 0.68 acre lot located in an area of newer homes! This area offers close proximity to Winchester recreation, parks, river, fishing, and the college.

719 NORTH VIEW DR, Winchester

$55,000

23029122 MLS

Come build your dream home on this 0.46 acre lot located in an area of newer homes! This area offers close proximity to Winchester recreation, parks, river, fishing, and the college.

611 NORTH VIEW DR, Winchester

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The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.